Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $131 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Asia

CA $123

CA $144 total

includes taxes & fees

Sep 30 - Oct 1

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A reception desk with various notices and a security camera.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

A motel with a row of parking spaces and a building with a red roof and beige walls.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Roseanne

CA $118

CA $150 total

includes taxes & fees

Sep 15 - Sep 16

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Ashraf

CA $244

CA $337 total

includes taxes & fees

Sep 8 - Sep 9

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

4. Congress Plaza Hotel

Downtown Chicago

George

CA $152

CA $180 total

includes taxes & fees

Sep 8 - Sep 9

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

5. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

CA $183

CA $218 total

includes taxes & fees

Sep 30 - Oct 1

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A man in a suit sitting by a window with a vase of red flowers.

A conference room with a long table, chairs, and a vase.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

6. River Hotel

Downtown Chicago

Austin

CA $218

CA $259 total

includes taxes & fees

Sep 8 - Sep 9

A modern interior with a bar area, seating, and decorative wooden panels.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

7. Best Western Grant Park Hotel

Downtown Chicago

Melissa

CA $210

CA $250 total

includes taxes & fees

Sep 10 - Sep 11

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

A lobby with two brown leather chairs, a marble table, and a large potted plant.

8. LIVN - West Loop Chicago

Downtown Chicago

Tomas

CA $167

CA $196 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A modern kitchen area with a long counter, various food items, and a coffee machine.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

9. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Marissa

CA $179

CA $212 total

includes taxes & fees

Sep 7 - Sep 8

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

10. Hilton Chicago

Downtown Chicago

Lori

CA $275

CA $368 total

includes taxes & fees

Sep 7 - Sep 8

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

11. Carleton of Oak Park

Oak Park

Alan

CA $128

CA $143 total

includes taxes & fees

Oct 5 - Oct 6

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

A modern indoor swimming pool with blue seating and a view of the city through large windows.

A gym with treadmills, ellipticals, and weight machines.

12. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Odessia

CA $213

CA $253 total

includes taxes & fees

Sep 7 - Sep 8

A hotel bathroom with a large mirror, a sink, and a vanity.

A gym with various exercise equipment, including treadmills and weight machines.

A bakery display with pastries and a coffee shop sign in the background.

A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

13. Sports Illustrated Resorts Chicago

Downtown Chicago

Jose Rafael

CA $275

CA $367 total

includes taxes & fees

Sep 8 - Sep 9

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

A grilled pineapple on top of a stack of meat, served on a pan.

A conference room with a long table, chairs, and a projector screen.

14. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

CA $265

CA $349 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

15. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

CA $233

CA $277 total

includes taxes & fees

Sep 8 - Sep 9

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

16. The Wade

Downtown Chicago

Ayomikun Jedidiah

CA $199

CA $237 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A restaurant with booths, tables, and a green wall in the background.

17. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Matthew

CA $176

CA $209 total

includes taxes & fees

Sep 8 - Sep 9

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

18. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Jyothi Swaroop

CA $228

CA $271 total

includes taxes & fees

Sep 7 - Sep 8

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A bar with a brick archway, wooden bar counter, and stools.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

19. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Jacqueline

CA $176

CA $210 total

includes taxes & fees

Sep 8 - Sep 9

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

20. Le Méridien Essex Chicago

Downtown Chicago

amanda

CA $206

CA $270 total

includes taxes & fees

Sep 7 - Sep 8

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

See properties

Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"My check in time was at 3p.m, but the front desk people told me I able to check in early which is a W. The staff was great they kept my room clean every time. It's at a great location in downtown Chicago. And I stayed here for Kanye West concert. I would recommend this hotel to anyone."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Good location!"

The Wade

10/10 Excellent

"Great hotel"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Exceeded expectations."

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"Clean hotel, very close and convenient to the CTA train."

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Check in was super quick and easy!! The room has everything you need and would definitely stay here again!!"

Congress Plaza Hotel

10/10 Excellent

"Good place to stay location is amazing can’t get any better"

Hyatt Regency Chicago

10/10 Excellent

"A five-star hotel with a great staff. Everyone was very friendly. The view was great and all of the amenities were nice."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"Room was okay. You get what you pay for nothing special"

More cheap stays in Far Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $118

CA $131 total

Sep 7 - Sep 8

includes taxes & fees

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

CA $120

CA $138 total

Sep 27 - Sep 28

includes taxes & fees

7.6/10 Good! (2,330 reviews)

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

CA $147

CA $173 total

Oct 4 - Oct 5

includes taxes & fees

8/10 Very good! (2,100 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $176

CA $209 total

Sep 8 - Sep 9

includes taxes & fees

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

CA $213

CA $253 total

Sep 7 - Sep 8

includes taxes & fees

8.4/10 Very good! (1,314 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $227

CA $270 total

Sep 7 - Sep 8

includes taxes & fees

8/10 Very good! (1,575 reviews)

Hotels in Far Southwest Side with star rating

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Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from CA $131

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Congress Plaza Hotel

5. The Chicago Hotel Collection Ambassador Gold Coast

6. River Hotel

7. Best Western Grant Park Hotel

8. LIVN - West Loop Chicago

9. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

10. Hilton Chicago

11. Carleton of Oak Park

12. Aloft by Marriott Chicago Mag Mile

13. Sports Illustrated Resorts Chicago

14. Hyatt Centric The Loop Chicago

15. Hilton Garden Inn Chicago Downtown South Loop

16. The Wade

17. Travelodge by Wyndham Downtown Chicago

18. Courtyard by Marriott Chicago Magnificent Mile

19. Club Quarters Hotel, Central Loop, Chicago

20. Le Méridien Essex Chicago

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Final Call Newspaper Headquarters

Highland Community Bank

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

L7 Chicago by LOTTE

Fairmont Chicago at Millennium Park

The Wade

The Chicago Hotel Collection Ambassador Gold Coast

The Allegro Royal Sonesta Hotel Chicago Loop

Club Quarters Hotel, Central Loop, Chicago

Congress Plaza Hotel

Hyatt Regency Chicago

Travelodge by Wyndham Downtown Chicago

More cheap stays in Far Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard

Quality Inn O'Hare Airport

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

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